HCID 89668412, compound → HCID 131736686, compound

HRID 1482229Notes

Reaction equation

HRID 1482229 reaction equation
[NH:1]([C:34]([O:36][CH2:37][CH:38]1[C:50]2[C:45](=[CH:46][CH:47]=[CH:48][CH:49]=2)[C:44]2[C:39]1=[CH:40][CH:41]=[CH:42][CH:43]=2)=[O:35])[C@H:2]([C:14]([N:16]([CH3:33])[C@H:17]([C:25]([NH:27][C@H:28]([C:30]([OH:32])=[O:31])[CH3:29])=[O:26])[CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:15])[CH2:3][C:4](=[O:13])[O:5]CC1C=CC=CC=1.[H][H]>[Pd].CO>[NH:1]([C:34]([O:36][CH2:37][CH:38]1[C:39]2[C:44](=[CH:43][CH:42]=[CH:41][CH:40]=2)[C:45]2[C:50]1=[CH:49][CH:48]=[CH:47][CH:46]=2)=[O:35])[C@H:2]([C:14]([N:16]([CH3:33])[C@H:17]([C:25]([NH:27][C@H:28]([C:30]([OH:32])=[O:31])[CH3:29])=[O:26])[CH2:18][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)=[O:15])[CH2:3][C:4](=[O:5])[OH:13]

Participants

5

Reactant 2

HCID 89668412HCID 89668412, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 131736686HCID 131736686, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Fmoc-Asp(OBn)-MePhe-Ala-pip (Compound SP453) (7.44 g, 10.0 mmol) and 20% palladium on active carbon (1.49 g, 2.8 mmol) were added to methanol (50 ml) under a nitrogen atmosphere, the atmosphere in the reaction vessel was replaced with hydrogen gas, and the mixture was stirred at room temperature for 5 hours. The reaction solution was filtered through celite, and the organic layer was concentrated under reduced pressure to afford Fmoc-Asp-MePhe-Ala-pip (Compound SP454) (5.69 g, 86%).

Workup

  1. filtrationThe reaction solution was filtered through celite
  2. concentrationthe organic layer was concentrated under reduced pressure

Sources & evidence

ORD record
ord-725c3a6de6004ef9b490b465edab24c7
Source dataset
uspto-grants-2016_08
Patent number
US09409952B2

Reaction notes

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